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At the moment, there is no functionality in essentials that can make the trainers visible behind the Pokemon. If you mess around with the scripts, it may be possible, but not for non-experienced coders.
I wouldn't advise doing this in default Essentials anyway. The layout isn't designed for that, there's not a lot of extra room. You might could get away with it in EBS, but even then maybe not, and it requires some custom coding.